Kathleen Madigan: In her 22-year career, the stand-up comic has starred in her own specials on HBO and Comedy Central, and in a recent Showtime special called Gone Madigan. See her at 8 p.m. at the Palladium in St. Petersburg. $39–$59. (727) 822-3590.
Florida Orchestra Pops: Broadway Now: Victor Vanacore conducts a parade of songs from Broadway shows like The Phantom of the Opera, West Side Story, Les Miserables, Sweeney Todd and Jersey Boys. The show starts at 8 p.m. at the Straz Center in Tampa. $15–$45. (813) 229-7827.
Reel Big Fish: It's a night of '90s ska as the band behind Sell Out and other hits plays with MU330's Dan Potthast at 7 p.m. at State Theatre, 687 Central Ave., St. Petersburg. $21.50. (727) 895-3045.
Dunedin Wine and Art Walk: More than 35 merchants offer art exhibits, wine tastings, food and live entertainment at 5:30 p.m. at Main Street and Douglas Avenue in Dunedin. Free, or $10 wristbands to get offers. (727) 734-8671.
Series premiere; The Job, 8 p.m., CBS: Candidates compete for real jobs with companies like Cosmopolitan magazine, Major League Soccer and Live Nation. Unemployment has been so high for so long, we've turned it into a game show.